Table 1. Regioselectivity with different metals on N-methyl-benzanilides.
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Entry | Catalyst | 2a yield a (%) | 2b yield a (%) |
1 | FeBr3 | <5 | <5 |
2 | Fe(OAc)2 | <5 | <5 |
3 | Co(OAc)2 | <5 | <5 |
4 | CoF3 | <5 | <5 |
5 | Bis(1,5-cyclooctadiene)nickel | <5 | <5 |
6 | Bis(triphenylphosphine)nickel dichloride | <5 | <5 |
7 | CuI | <5 | <5 |
8 | [μ-Bis(diphenylphosphino)methane]Au2Cl2 | <5 | <5 |
9 | AuCl | <5 | <5 |
10 | Mn(OAc)2 | <5 | <5 |
11 | NbCl5 | <5 | <5 |
12 | (1,5-Cyclooctadiene)(methoxy)iridium | <5 | <5 |
13 | Ce(SO4)2·4H2O | <5 | <5 |
14 | Rh2(TFA)4 | <5 | 43 |
15 | [(C6H5)3P]3RhCl | <5 | 8 |
16 | [Cp*RhCl2]2 | <5 | <5 |
17 | Rh2(OAc)4 | <5 | 37 |
18 | [Ru(p-cymene)Cl 2 ] 2 | <5 | 93 b |
19 | [(C6H5)3P]3Ru(CO)(Cl)H | <5 | 73 |
20 | [(C6H5)3P]3RuCl2 | <5 | 60 |
21 c | Pd(OAc) 2 | 70 b | <5 |
22 c | Pd(acac)2 | 67 | <5 |
23 c | Pd(TFA)2 | 57 | <5 |
aConversion ratio.
bIsolated yield.
c0.5 h.